DL-1-フェニルエチルアミン

1-Phenethylamine

HCID 7408CAS 618-36-0

基本情報

標準SMILES
CC(N)c1ccccc1
InChIKey
RQEUFEKYXDPUSK-UHFFFAOYSA-N
分子式
C8H11N
平均分子量
121.18 g/mol
単同位体質量
121.08914936

名称と識別子

優先名称
1-Phenethylamine
IUPAC
1-phenylethanamine
現地名
DL-1-フェニルエチルアミン
英語名
DL-alpha-Methylbenzylamine
分子式
C8H11N
分子量
121.18

名称と別名

1-Phenylethanamine1-PhenylethylamineALPHA-METHYLBENZYLAMINEalpha-Phenylethylamine1-Phenethylaminealpha-Aminoethylbenzene1-Amino-1-phenylethane98-84-0alpha-Phenethylaminealpha-MethylbenzenemethanamineSumine 2079Ethanamine, 1-phenyl-
名称をさらに表示
DL-1-フェニルエチルアミンDL-α-メチルベンジルアミンrac-[(1R*)-1-フェニルエチル]アミンrac-(1R*)-1-フェニルエタンアミンrac-[(R*)-1-フェニルエチル]アミンrac-(R*)-1-フェニルエチルアミンdl-α-フェニルエチルアミンrac-(R*)-α-フェニルエタンアミンrac-(R*)-1-フェニルエタンアミン(±)-α-メチルベンジルアミンrac-[(R*)-α-メチルベンジル]アミンrac-(R*)-α-メチルベンゼンメタンアミン(±)-1-フェニルエチルアミンrac-(αR*)-α-メチルベンゼンメタンアミンrac-(R*)-α-メチルベンジルアミンDL-α-アミノエチルベンゼン(±)-フェニルエチルアミンDL‐Α‐メチルベンジルアミン(±)-1-フェニルエチルアミン, 98+%α-Methylbenzylamine-aLALPHA-PEADL-1-PHENYLETHYLAMINEDL-A-PHENYLETHYLAMINEdl-à-methylbenzylamineDL-alfa-Methylbenzylamine(¬
Ethylamine, 1-phenyl-(1-Aminoethyl)benzeneBenzene, (1-amino-ethyl)-HZ9DM6B2MTBenzylamine, alpha-methyl-Benzenemethanamine, alpha-methyl-Benzenemethaneamine, alpha-methyl-NSC-8391

データベース識別子

CAS
618-36-0、98-84-0
PubChem CID
7408
DTXSID
DTXSID40862301
ChEMBL
CHEMBL278059
ChEBI
CHEBI:670
UNII
HZ9DM6B2MT
EC Number
202-706-6、210-545-8
Nikkaji
J66.056F

物性

構造計算による物性

XLogP
1.2
極性表面積
26 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
1
重原子数
9

実験および物理化学的性質

LogP1.49
OdorMILD AMMONIACAL ODOR
Density0.9535 @ 20 °C/20 °C
Color/FormWATER-WHITE LIQ
Solubility · 2 件

SOL IN MOST ORG SOLVENTS & HYDROCARBONS

42 mg/L at 20 °C

Flash Point · 2 件

79.4 °C

175 °F (79 °C) OC

物理化学的性質

融点
-65 °C · -65 °C
沸点
185 °C756 · 185 °C756 mm Hg(lit.)
比重(密度)
0.94 g/mL · 0.94 g/mL at 25 °C(lit.)
蒸気圧
0.7 hPa · 0.7 hPa (20 °C)
屈折率
20 · n20/D 1.526(lit.)
闪点
175 °F · 175 °F

化学的性質

化学的特性liquid

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral];H312: Harmful in contact with skin [Warning Acute toxicity, dermal];H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Danger

危険有害性情報

Regulatory Information · 3 件

Benzenemethanamine, .alpha.-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanamine, .alpha.-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 18-09-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/11009

1-Phenylethylamine: Does not have an individual approval but may be used under an appropriate group standard

Fire PotentialMODERATE, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS
Hazards Summary · 1 件

Emergency treatment: Irritants; [HSDB] Corrosive to skin and eyes, based on animal studies; [CHEMINFO] A corrosive substance that may cause burns; [eChemPortal: ESIS] Causes burns; Harmful by ingestion or skin absorption; Inhalation may cause corrosive effects to the upper respiratory tract and lungs; [Aldrich MSDS]

NFPA Hazard Classification · 4 件

2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.

2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.

0 - Materials that in themselves are normally stable, even under fire conditions.

Hazard Classes and Categories · 5 件

Acute Tox. 4 (100%);Acute Tox. 4 (99.4%);Skin Corr. 1B (100%);Eye Dam. 1 (67.7%)

Acute toxicity - category 4;Acute toxicity - category 4;Skin corrosion - category 1B

Flammable liquids - Category 4;Acute toxicity (Oral) - Category 4;Acute toxicity (Dermal) - Category 4

Acute Tox. 4 *;Acute Tox. 4 *;Skin Corr. 1B

Acute Tox. 4 *;Acute Tox. 4 *;Skin Corr. 1B

安全と保護具

Fire Fighting ProceduresALCOHOL FOAM, CARBON DIOXIDE, DRY CHEMICAL

毒性情報

InteractionsLINOLEIC ACID MIXED WITH ALPHA-METHYL BENZYLAMINE IN A 1:1 MOLAR RATIO & FED TO RATS, ON A HIGH CHOLESTEROL DIET, @ 0.2% OF THE DIET HAD NO EFFECT ON PLASMA & LIVER LIPID LEVELS.
Adverse EffectsDermatotoxin - Skin burns.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.
Non-Human Toxicity Excerpts · 3 件

BENZYLAMINES WITH SUBSTITUENTS SUCH AS METHYL ATTACHED TO RING & WITH SUBSTITUENTS SUCH AS METHYL & ETHYL ATTACHED TO ALPHA-CARBON WERE EFFECTIVE IN INHIBITING PHENETHANOLAMINE N-METHYL TRANSFERASE IN N-METHYLATION OF NOREPINEPHRINE TO FORM EPINEPHRINE.

BETA-PHENYLETHYLAMINE-HCL GAVE 1ST-ORDER INHIBITION OF SODIUM ION-DEPENDENT GLYCINE ENTRY INTO PIGEON ERYTHROCYTES. ION RATHER THAN FREE AMINE WAS THE INHIBITOR. ALPHA-PHENETHYLAMINE-HCL WAS EFFECTIVE INHIBITOR ALSO.

IN RATS IV INJECTION OF 0.5-5 MG/KG HAD A PRESSOR EFFECT WHEREAS 10 MG/KG CAUSED A TEMPORARY DEPRESSOR EFFECT & INHIBITION OF RESP. DECR IN HEART BEAT IN DOGS & INHIBITION OF RESP IN RATS WERE OBSERVED ONLY WHEN LARGE DOSE (10-20 MG/KG) WAS ADMIN.

法規制情報

Regulatory Information · 3 件

Benzenemethanamine, .alpha.-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanamine, .alpha.-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 18-09-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/11009

1-Phenylethylamine: Does not have an individual approval but may be used under an appropriate group standard

安全データ

F
10-23
wgk
1
tsca
TSCA listed
rtecs
DP5775000
ridadr
UN 2735 8/PG 2
hs_code
29214980

化学と産業

薬理情報

Metabolism/MetabolitesDEMETHYLATION OF N-METHYLPHENYLALKYLAMINES BY RAT LIVER HOMOGENATES.
Cellular LocationsCytoplasm

用途と製造

Uses · 2 件

Used for synthesis and as an emulsifying agent; [Hawley] Used as a resolving agent and chiral intermediate; [Merck Index]

SYNTHESIS; EMULSIFYING AGENT

U.S. Production2023: 250,000 - <550,000 lb;2022: 550,000 - <1,000,000 lb;2021: 250,000 - <550,000 lb;2020: 1,000,000 - <5,000,000 lb
Industry UsesIntermediate
Methods of ManufacturingPREPARED BY REDUCTION OF ACETOPHENONE IN LIQUID AMMONIA: ROBINSON, SNYDER, ORG SYN COLL VOL III, 717 (1955).
General Manufacturing Information · 2 件

All Other Basic Organic Chemical Manufacturing

Benzenemethanamine, .alpha.-methyl-: ACTIVE

応用分野

使用Used for synthesis and as an emulsifying agent; used as a resolving agent and chiral intermediate.

一般的な説明α-Methylbenzylamine is a nitrogen source that is widely used as a representative substrate to study the chemo-enzymatic kinetic resolution of primary amines.

調製方法 · 1 件

純化方法Dissolve the amine in toluene, dry over NaOH and distil; fraction boiling at 187-188o/atm is collected. Store it under N2 to avoid forming the carbamate and urea. Similarly for the S-(-) enantiomer [2627-86-3]. [Ingersoll Org Synth Coll Vol II 503 1943, Robinson & Snyder Org Synth Coll Vol III 717 1955, Beilstein 12 IV 2424, 2425.]

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補足説明

定義ChEBI: A phenylethylamine that is ethylamine substituted by a phenyl group at position 1.

関連反応

314 件

関連ノート

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